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Vinylogous vs arylogous isocephems

1993; Elsevier BV; Volume: 3; Issue: 11 Linguagem: Inglês

10.1016/s0960-894x(01)80930-6

1464-3405

József Aszódi, Alain Bonnet, Jean‐François Chantot, G. Costerousse, Stanislas Didierlaurent, Georges Teutsch,

Synthesis of heterocyclic compounds

The synthesis of 2-isocephems bearing multiple bonds between the thiazoline ring and the 3-substituent is reported. When a leaving group was present, The E-vinylogous derivatives were shown to be more active than the parent compounds, essentially against staphylococci. Insertion of an aryl group in this position, however, sharply reduces the activity against Gram-negative bacteria.